ORGN 240 |
| Ready access to organophosphorus compounds is an important requirement for studying several fundamental biological processes and pathways. A limited number of chemical strategies have been developed for the synthesis of organophosphorus compounds. To facilitate the synthesis of diverse and novel organophosphorus derivatives, we developed a number of solid-supported phosphitylating reagents that were used in the synthesis of nucleoside and/or carbohydrate phosphates, diphosphates, dithiophosphates, triphosphates, trithiophosphates, b-triphosphates, a,b or b,g-methylene-triphosphates, a,b-methylene-b-triphosphates, phosphodiesters, thiophosphodiesters, diphosphodiesters, triphosphodiesters, tetraphosphodiesters, and oligodeoxynucleotides containing diphosphodiester bridges. The solid-phase strategy offered several advantages. (i) Synthesis of a diverse number of compounds was made possible in a short time without the need to use protected nucleosides and carbohydrates. (ii) This strategy offered the advantage of facile isolation and the recovery of monosubstituted final products. (iii) This approach made use of the presence of reagents on a rigid solid support having a hindered structure, thereby allowing for the regioselective reactions. |
|
Combinatorial and Process Chemistry
8:00 AM-11:40 AM, Monday, March 26, 2007 McCormick Place East -- Room E350, Level 3, Oral
Division of Organic Chemistry |